(1R,2R)-8-Benzyloxy-2-(1-ethoxy-vinyl)-3-methyl-1-(3-methyl-butyl)-1,2-dihydro-anthracene-1,2,4-triol

Base Information

Chemical Name:(1R,2R)-8-Benzyloxy-2-(1-ethoxy-vinyl)-3-methyl-1-(3-methyl-butyl)-1,2-dihydro-anthracene-1,2,4-triol
CAS No.:919111-08-3
Molecular Formula:C₃₁H₃₆O₅
Molecular Weight:488.624
Hs Code.:

Synonyms:(1R,2R)-8-Benzyloxy-2-(1-ethoxy-vinyl)-3-methyl-1-(3-methyl-butyl)-1,2-dihydro-anthracene-1,2,4-triol

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Chemical Property of (1R,2R)-8-Benzyloxy-2-(1-ethoxy-vinyl)-3-methyl-1-(3-methyl-butyl)-1,2-dihydro-anthracene-1,2,4-triol

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Technology Process of (1R,2R)-8-Benzyloxy-2-(1-ethoxy-vinyl)-3-methyl-1-(3-methyl-butyl)-1,2-dihydro-anthracene-1,2,4-triol

There total 13 articles about (1R,2R)-8-Benzyloxy-2-(1-ethoxy-vinyl)-3-methyl-1-(3-methyl-butyl)-1,2-dihydro-anthracene-1,2,4-triol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 919111-07-2
Diethyl-carbamic acid (R)-5-benzyloxy-4-hydroxy-2-methyl-4-(3-methyl-butyl)-3-oxo-3,4-dihydro-anthracen-1-yl ester

: 109-92-2,25104-37-4
ethyl vinyl ether

: 919111-08-3
(1R,2R)-8-Benzyloxy-2-(1-ethoxy-vinyl)-3-methyl-1-(3-methyl-butyl)-1,2-dihydro-anthracene-1,2,4-triol

Guidance literature:: ethyl vinyl ether; With tert.-butyl lithium; In tetrahydrofuran; at -78 ℃;

Diethyl-carbamic acid (R)-5-benzyloxy-4-hydroxy-2-methyl-4-(3-methyl-butyl)-3-oxo-3,4-dihydro-anthracen-1-yl ester; In tetrahydrofuran;
DOI:10.1021/ja062987w

Reference yield:

: 918524-14-8
3-(benzyloxy)-2-methylbenzaldehyde

: 919111-08-3
(1R,2R)-8-Benzyloxy-2-(1-ethoxy-vinyl)-3-methyl-1-(3-methyl-butyl)-1,2-dihydro-anthracene-1,2,4-triol

Guidance literature:: Multi-step reaction with 6 steps

1.1: SO₂(liq.) / benzene / 8 h / 20 °C / Irradiation

1.2: 75 percent / p-toluenesulfonic acid / benzene

2.1: 71 percent / ZnO; K₂CO₃ / toluene / 9 h / 155 °C

3.1: 87 percent / DDQ / toluene / 3 h / Heating

4.1: 69 percent / AlMe₃; H₂N-NMe₂ / CH₂Cl₂ / 3 h / 20 °C

5.1: iPr₂NEt / CHCl₃

6.1: t-BuLi / tetrahydrofuran / -78 °C

6.2: tetrahydrofuran

With sulfur dioxide; trimethylaluminum; tert.-butyl lithium; potassium carbonate; N,N-Dimethylhydrazine; N-ethyl-N,N-diisopropylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; zinc(II) oxide; In tetrahydrofuran; dichloromethane; chloroform; toluene; benzene; 2.1: Diels-Alder annelation;
DOI:10.1021/ja062987w

Reference yield:

: 919111-04-9
4-benzyloxy-1-methoxy-1,3-dihydro-benzo[c]thiophene 2,2-dioxide

: 919111-08-3
(1R,2R)-8-Benzyloxy-2-(1-ethoxy-vinyl)-3-methyl-1-(3-methyl-butyl)-1,2-dihydro-anthracene-1,2,4-triol

Guidance literature:: Multi-step reaction with 5 steps

1.1: 71 percent / ZnO; K₂CO₃ / toluene / 9 h / 155 °C

2.1: 87 percent / DDQ / toluene / 3 h / Heating

3.1: 69 percent / AlMe₃; H₂N-NMe₂ / CH₂Cl₂ / 3 h / 20 °C

4.1: iPr₂NEt / CHCl₃

5.1: t-BuLi / tetrahydrofuran / -78 °C

5.2: tetrahydrofuran

With trimethylaluminum; tert.-butyl lithium; potassium carbonate; N,N-Dimethylhydrazine; N-ethyl-N,N-diisopropylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; zinc(II) oxide; In tetrahydrofuran; dichloromethane; chloroform; toluene; 1.1: Diels-Alder annelation;
DOI:10.1021/ja062987w